A road flanked by dense bamboo groves.

Find Hotels with a Pool in Jamaica, VT

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Check availability on Jamaica Hotels with a Pool

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Jamaica hotels with a pool

A swimming pool with a brick border and metal handrails.
A kitchen with wooden cabinets, a built-in stove, a microwave, and a sink.
A stone pathway leading to a porch with a wooden railing, surrounded by lush greenery and a lattice fence.
A room with a stone fireplace, large windows with curtains, a patterned rug, and a plush chair.

1. Windham Hill Inn

Windham Hill Inn
West Townshend
  • Serene seasonal outdoor pool offers 24-hour summer swimming amid Vermont's lush Windham Hills.
₩236,764
₩258,073 total
includes taxes & fees
Oct 28 - Oct 29
Windham Hill Inn
A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.
A group of people at a bar with wooden walls and hanging pendant lights.
A spacious living room with a fireplace, leather sofa, and a large window offering a view of the outdoors.
A snow-covered town with a church featuring a clock tower, surrounded by buildings and a mountain in the background.

2. Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
Stratton
  • Alpine resort's outdoor pool offers sun-kissed mountain views with poolside loungers and hot tub relaxation.
₩476,055
₩591,737 total
includes taxes & fees
Oct 28 - Oct 29
Long Trail House at Stratton Mountain Resort
A swimming pool with a wooden deck and a red building in the background.
A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.
A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.
A Christmas tree decorated with lights, ornaments, and a bow.

3. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
  • Slope-side sanctuary beckons with mountain vistas and a seasonal outdoor pool.
₩125,035
₩143,166 total
includes taxes & fees
Oct 19 - Oct 20
The Upper Pass Lodge at Magic Mountain
A swimming pool with a gazebo, outdoor seating, and a view of trees.
A cozy lounge area with a stone fireplace, comfortable seating, and a 'Hi' sign above.
A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.
A cozy living room with a stone fireplace, a wooden coffee table, and comfortable seating.

4. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
West Dover
₩130,747
₩143,822 total
includes taxes & fees
Oct 27 - Oct 28
Hideaway Inn Mt. Snow
A swimming pool with a lifeguard chair, pool lift, and a seating area with chairs and tables.
A spacious living area with a fireplace, comfortable seating, and a stone accent wall.
A treats display with snacks and sundries.
A two-story building with a patio area featuring outdoor seating and a stone fire pit.

5. Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester
Manchester Center
  • Rejuvenating indoor pool sanctuary with mountain views offers a tranquil retreat after a day on the nearby ski slopes.
₩204,033
₩224,436 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn and Suites Manchester
A modern house with a pool, surrounded by lush greenery and mountains in the background.
A house with a balcony and a garden with red flowers.
A sunroom with a round table covered by a plaid tablecloth, surrounded by chairs, large windows offering a view of a garden and pond.
A snow-covered cabin with a large window, surrounded by trees and a mountain in the background.

6. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
Londonderry
  • Swim in the sunlit mountain waters at this alpine retreat's seasonal outdoor pool nestled in picturesque Vermont.
₩199,809
₩219,790 total
includes taxes & fees
Nov 3 - Nov 4
Blue Gentian Lodge at Magic Mountain
A bedroom with a fireplace, two beds, a chair, and a nightstand.
A living room with a fireplace, a sofa, a coffee table, and a view through a sliding glass door.
A large, two-story house with a central entrance, surrounded by trees and a mountain backdrop.
A wooden deck with two chairs and a table, surrounded by a wooden railing, overlooking a grassy area with trees and a distant road.

7. The Manchester View

The Manchester View
Manchester Center
  • Mountain views from the pool create a picturesque escape at this serene Manchester retreat.
₩135,943
₩149,538 total
includes taxes & fees
Nov 3 - Nov 4
The Manchester View
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.
A hot tub with a wooden bench in front.
A house with a porch, a wooden staircase, and a welcome sign.
A modern bathroom with a glass-enclosed shower, a white toilet, and a white sink with a mirror above it.

8. Big Bears Lodge

Big Bears Lodge
West Dover
  • Dive into summertime bliss at this seasonal outdoor pool and year-round hot tub just minutes from Mount Snow's slopes.
₩231,323
₩254,469 total
includes taxes & fees
Oct 28 - Oct 29
Big Bears Lodge
A swimming pool with a white fence, lounge chairs, and umbrellas, surrounded by lush greenery and a lake.
The entrance to an Inn & Restaurant with a white door and a sign above it.
A staircase with wooden railings and a chandelier.
A cozy room with a fireplace, wooden beams, a bookshelf, and a television.

9. Farm Road Estate

Farm Road Estate
West Dover
  • Splash into mountain magic at this Vermont estate where a seasonal outdoor pool meets luxury amid the ski slopes of Mt Snow.
₩259,242
₩358,923 total
includes taxes & fees
Nov 1 - Nov 2
Farm Road Estate
A rectangular swimming pool with a metal ladder, surrounded by a white fence, and shaded by trees.
A cozy interior with a bar area, wooden furniture, and a Christmas tree.
A large two-story house with a front porch and a well-maintained lawn.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.

10. The Landgrove

The Landgrove
Londonderry
₩230,077
₩250,781 total
includes taxes & fees
Oct 25 - Oct 26
The Landgrove
View all properties

Choose what matters most at hotels with a pool in Jamaica

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Jamaica Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

8/10 Good
"Our room was amply sized to fit our family, including our pack-n-play fro our toddler. The provided breakfast was great the three morning we were there. The indoor pool was cold during our stay, and appeared to be undergoing some renovation. Otherwise it was a great stay."
Tim 3-night trip
Posted 12 hours ago
Comfort Inn & Suites Brattleboro I-91
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"Very nice hotel! Recommend"
Vladimir 1-night trip
Posted 14 hours ago
Hampton Inn and Suites Manchester
The Manchester View

The Manchester View

10/10 Excellent
"Staff was so sweet and accommodating and we really enjoyed the delicious breakfast in the morning. We will definitely return!"
Janee 1-night trip
Posted 2 days ago
The Manchester View
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"My sister and I needed a very last minute place to stay after our VRBO rental was not what we thought. The ladies at the front desk were really nice and very help. The beds and pillows were very comfortable and the room was very clean. The only issue is the area, it’s a bit of a drive if you want to shop however, one minute up the road is Murdoch’s restaurant and they had delicious food. We ate there twice. Just make sure to make a reservation. All in all it was a nice stay and we definitely suggest staying there."
Stephanie 1-night trip
Posted 3 days ago
Pointe at Castle Hill Resort
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent
"Great place and great location...walkable to much of Manchester. Only suggestion is to improve WiFi. I was in the Victoria house and I couldn't access the WiFi. But that is minor--overall very happy with The Palmer House."
Jan 2-night trip
Posted 3 days ago
The Palmer House Resort, an Ascend Collection Hotel
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Good"
Kenton 2-night trip
Posted 3 days ago
The Equinox Golf Resort And Spa
Hampton Inn Brattleboro

Hampton Inn Brattleboro

8/10 Good
"Clean room. Breakfast good for quick bite and coffee was good"
JAMES 1-night trip
Posted 4 days ago
Hampton Inn Brattleboro
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"It's a great place to stay! I've been there several times in different seasons. Off-season or leaf peeper season the free breakfast is a lot less than the free breakfast during ski season. During ski season AKA winter, eggs, waffles, pancakes etc however during other seasons they only offer cold cereal, milk bagels toast and juice and coffee of course. Other than that it's a fantastic place and they're dog friendly"
Bridget 1-night trip
Posted 5 days ago
The Black Bear Lodge at Stratton Mountain Resort
Colonial Motel

Colonial Motel

8/10 Good
"very convenient and cost was good, as we stay in Brattleboro as our daughter and granddaughter live in Turners Falls Mass. and its only a half hour drive to visit with them."
Leonard 3-night trip
Posted 8 days ago
Colonial Motel

Frequently asked questions

What are some accommodations with pools in Jamaica?
Grand Summit Resort, A Vail Resorts Property: Hotel, 1-minute walk from Green Mountain National Forest. Provides daily, a seasonal outdoor pool, and free self parking. Colonial Motel: Hotel, 1-minute walk from Green Mountain National Forest. Features free self parking, a seasonal outdoor pool, and complimentary bicycles. The Manchester View: Features a full-service spa, an indoor pool, and free self parking. Aspen At Manchester: Hotel, 1-minute walk from Green Mountain National Forest. Offers buffet, an indoor pool, and complimentary wired internet access. Latchis Hotel: Hotel, 1-minute walk from Green Mountain National Forest. Provides a seasonal outdoor pool, an indoor pool, and 4 restaurants.
What is there to see and do in Jamaica?
Spend some time experiencing the great outdoors at Green Mountain National Forest and Winhall River. Discover sights such as Jamaica State Park, Hot Glass Works, and Ball Mountain State Park during your stay.
When is the best time to book a hotel with a pool in Jamaica?
Taking into account the local weather in Jamaica can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Jamaica are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.

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